livoletide   Click here for help

GtoPdb Ligand ID: 10884

Synonyms: AZP-531 | AZP531 | Cyclo(des-acyl ghrelin(6-13)) | Des-acyl ghrelin
Compound class: Peptide
Comment: Livoletide (AZP-531) is a first-in-class analogue of unacylated ghrelin (UAG) [2]. The exact mechanism of action is still unclear. When UAG is co-administered with ghrelin it is reported to act either as a functional antagonist or is acting via another receptor [2,4]. Other studies suggest that UAG is a full agonist [3].

livoletide is commercially available from our sponsors

2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

✖
Canonical SMILES OC[C@@H]1NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]2N(C1=O)CCC2)CCC(=O)O)Cc1cnc[nH]1)CCC(=O)N)C(C)C
Isomeric SMILES OC[C@@H]1NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]2N(C1=O)CCC2)CCC(=O)O)Cc1cnc[nH]1)CCC(=O)N)C(C)C
InChI InChI=1S/C40H63N15O13/c1-19(2)31-38(67)51-23(8-11-29(42)58)34(63)53-26(17-56)39(68)55-14-4-6-27(55)37(66)50-24(9-12-30(59)60)33(62)52-25(15-20-16-45-18-47-20)36(65)49-22(7-10-28(41)57)32(61)48-21(35(64)54-31)5-3-13-46-40(43)44/h16,18-19,21-27,31,56H,3-15,17H2,1-2H3,(H2,41,57)(H2,42,58)(H,45,47)(H,48,61)(H,49,65)(H,50,66)(H,51,67)(H,52,62)(H,53,63)(H,54,64)(H,59,60)(H4,43,44,46)/t21-,22-,23-,24-,25-,26-,27-,31-/m0/s1
InChI Key JXPWLIYXIWGWSA-CLBRJLNISA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Peptide
International Nonproprietary Names Click here for help
INN number INN
10715 livoletide
Synonyms Click here for help
AZP-531 | AZP531 | Cyclo(des-acyl ghrelin(6-13)) | Des-acyl ghrelin
Database Links Click here for help
CAS Registry No. 1088543-62-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL2029605
DrugBank Ligand DB15188
GtoPdb PubChem SID 405560325
PubChem CID 57341282
Search Google for chemical match using the InChIKey JXPWLIYXIWGWSA-CLBRJLNISA-N
Search Google for chemicals with the same backbone JXPWLIYXIWGWSA
Search PubMed clinical trials livoletide
Search PubMed titles livoletide
Search PubMed titles/abstracts livoletide
UniChem Compound Search for chemical match using the InChIKey JXPWLIYXIWGWSA-CLBRJLNISA-N
UniChem Connectivity Search for chemical match using the InChIKey JXPWLIYXIWGWSA-CLBRJLNISA-N

Product suppliers

View disclaimer

Sponsored products disclaimer

Product supplier links are provided as a service to assist in identifying commercial suppliers of reagents that are mentioned on the IUPHAR/BPS Guide to PHARMACOLOGY database website, and do not imply their endorsement by NC-IUPHAR.

Links are provided in return for sponsorship, used to fund improvements to this database. The sponsorship account is managed and audited by the University of Edinburgh, a charitable body registered in Scotland, SC005336. If you are interested in sponsoring the database, please contact us.

✖

MedChemExpress
AZP-531 (links to external site)
Cat. No. HY-P0231